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Cycling tours in Portugal

The history of Portugal is as rich as its natural landscape is diverse. Once a great empire, colonising large parts of Africa, China, America and Malaysia, it's packed full of fascinating culture, cuisine and natural beauty.

Our selection of cycling holidays in Portugal uncover some of the most breathtaking landscapes in this magical country. Dreaming of exploring the unspoilt coastline of the Algarve? Set off on an unforgettable trip to southern Portugal, where you can explore hidden fishing villages, peaceful cliff tops and mesmerising views of the crystal-clear waters.

Or are you keen to explore northern Portugal? Then a trip to beautiful Porto may be just what you're looking for. This picturesque town is full of brightly coloured buildings that tumble down to the waterside of the Douro river. Starting in Porto, our routes take you along coastal paths, past beaches, sand dunes, lighthouses, colourful marinas and charming cities. During these cycling holidays in Portugal, you will explore the area's world-famous wine cellars, sample delicious cuisine and spot wildlife including pink flamingos and kingfishers.

Want to experience all the diverse landscapes that this country has to offer? We have cycling trips in Portugal that journey from the mountains to the sea, so you can take in the wonderful scenery on route. Start in the Minho region and cycle downhill following the river past high mountains, historic towns and rolling vineyards before reaching panoramic views of the stunning coastline.

Let us help you plan the perfect cycling trip in Portugal

We offer a variety of cycling trips in Portugal suitable for all abilities, so there truly is something for everyone at Headwater. Our level one holidays are ideal for first-timers, families with children or those who simply haven't rode a bike in a while, thanks to their gentle, relaxing routes. Riders seeking an active and relaxed trip will be well suited to our level two holidays. And for the more experienced cyclists - level three cycling tours in Portugal offer more challenging routes that are sure to satisfy.

At Headwater, there are both guided and self-guided cycling trips in Portugal to enjoy - the choice is yours! Our guided tours all have a local cycling leader that rides with the group every step of the way, showing you all the famous hot spots and hidden gems on route. Rather travel at your own pace? Our self-guided cycling holidays in Portugal give you the flexibility to set off and stop when you like. Worried about getting lost? We've got you covered! We provide either a GPS navigation system or comprehensive route notes and maps to get you safely from A to B.

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Porto Coastal Cycling
Portugal: Mainland Portugal

Porto Coastal Cycling

Varied beach-front cycling along some of the most spectacular stretches of coast we've ever seen! Starting in wine capital, Porto, your route heads south beach and bay-hopping to Aveiro, Portugal's Venice before finishing beside the beach at Praia de Mira.

DEPARTURE MONTHS

JFMAMJJASOND

Enjoy a free £50 John Lewis voucher when you book by 28th February 2020.
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2379per person, tour only

  • 39 Reviews
  • All accommodation
  • All continental breakfasts and 4 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling in 'The Real Algarve' - Short Break
Portugal: The Algarve

Cycling in 'The Real Algarve' - Short Break

Discover a land that time forgot as you explore the unspoilt wild coastlines, pretty white villages and deserted cycling routes of the Algarve. The area is a birdwatchers paradise, with endemic and migratory species passing through from Africa and Northern Europe.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1399per person, tour only

  • 4 Reviews
  • All accommodation
  • All continental breakfasts and 3 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling in The Real Algarve
Portugal: The Algarve

Cycling in The Real Algarve

Discover a land that time forgot as you explore the unspoilt wild coastlines, pretty white villages and deserted cycling routes of the Algarve. The area is a birdwatchers paradise, with endemic and migratory species passing through from Africa and Northern Europe.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1649per person, tour only

  • 34 Reviews
  • All accommodation
  • All continental breakfasts and 5 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling in the Douro Valley
Portugal: Mainland Portugal

Cycling in the Douro Valley

Explore the Douro Valley and its historical villages on our 6-night self-guided tour. Starting from the medieval village of Castelo Rodrigo, close to the Spanish border you'll cycle through uniquely terraced vineyards on your way to port wine town of Pinhao.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1749per person, tour only
  • All accommodation
  • All breakfasts and one evening meal.
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Cycling in Portugal: From the Mountains to the Sea
Portugal: Mainland Portugal

Cycling in Portugal: From the Mountains to the Sea

You cycle through small villages and extensive vineyards, following the River Minho towards the Atlantic Ocean. The scenery is a stunning combination of high mountains, rolling river scenes, historic towns and dramatic coastal landscape.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1849per person, tour only
  • All accommodation
  • All breakfasts
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Algarve Coast and Countryside Cycling
Portugal: The Algarve

Algarve Coast and Countryside Cycling

Discover a land that time forgot as you explore the unspoilt wild coastlines, pretty white villages and deserted cycling routes of the Algarve. The area is a birdwatchers paradise, with endemic and migratory species passing through from Africa and Northern Europe.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1999per person, tour only
  • All accommodation
  • All continental breakfasts and 5 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Porto to Coimbra Cycling
Portugal: Mainland Portugal

Porto to Coimbra Cycling

Enjoy cycling from wine capital, Porto, south along the coast and bay-hopping to Aveiro, Portugal's Venice before heading inland and finishing in Coimbra, Portugal's old capital with UNESCO recognised heritage.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration9 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2479per person, tour only

  • 31 Reviews
  • All accommodation
  • All continental breakfasts and 5 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Porto to Lisbon Atlantic Ride
Portugal: Mainland Portugal

Porto to Lisbon Atlantic Ride

Follow scenic coastal routes along the Atlantic Coast of Portugal. This tour starts in Porto, with highlights including a scenic ride through the dunes of the Sao Jacinto Natural Reserve and an overnight in the picture-perfect fortified village of Obidos.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2049per person, tour only
  • All accommodation
  • All breakfasts, 1 wine tasting and 1 dinner
  • All accommodation
  • London flights (if booking incl. flights)
  • Airport transfers for group flights
  • Local bike hire

    Cycling Holidays in Portugal

    Overall customer rating, based on 111 reviews